$1.$ $\begin{array}{*{20}{c}}
{C{H_3}C{H_2}CHC{H_3}{\mkern 1mu} } \\
{{\mkern 1mu} \,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,{\,^ + }N{{(C{H_3})}_3}^ - OH}
\end{array}$ $\xrightarrow{{heat}}$ $\mathop {C{H_3}CH = CHC{H_3}}\limits_X $ $+$ $\mathop {C{H_3}C{H_2}CH = C{H_2}}\limits_Y $
$2.$ $\begin{array}{*{20}{c}}
{C{H_3}C{H_2}CHC{H_3}} \\
{\,\,\,\,\,\,\,|} \\
{\,\,\,\,\,\,\,Br}
\end{array}$ $\xrightarrow{{heat}}$ $\mathop {C{H_3}CH = CHC{H_3}}\limits_X $ $+$ $\mathop {C{H_3}C{H_2}CH = C{H_2}}\limits_Y $
$\,\text{C}{{\text{H}}_{\text{3}}}\text{Br }\xrightarrow{\text{KCN}}A\xrightarrow{{{H}_{3}}O}B\xrightarrow{LiAl{{H}_{4}}}C$
$C{H_3}C{H_2}C \equiv CH\, + \,HCl\, \to \,B\,\xrightarrow{{HI}}C$